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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 280058Erstellt: 27. Oktober 2026

Ammonia → furo(3,4-b)pyridin-5(7H)-one

https://huagongshe.com/reaction/280058

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAmmoniaHCID 222—
EduktIndoleHCID 798—
EduktAcetic AnhydrideHCID 7918—
EduktFuro[3,4-b]pyridine-5,7-dioneHCID 69688—
EduktCalcium ChlorideHCID 5284359—
EduktAluminum(III) ChlorideHCID 6451240—
KatalysatorCupric ChlorideHCID 24014—
KatalysatorCobalt(II) chlorideHCID 24288—
KatalysatorFerrous ChlorideHCID 24458—
KatalysatorZincchlorideHCID 3007855—
LösungsmittelAcetic AcidHCID 176—
LösungsmittelAcetonitrileHCID 6342—
Produktfuro(3,4-b)pyridin-5(7H)-oneHCID 819439—

Reaktionsschritte

A particularly advantageous embodiment of the novel process comprises dissolving or suspending quinolinic anhydride in a saturated aliphatic C2 -C4 -monocarboxylic acid, in particular acetic acid, or also in acetonitrile, adding an indole compound of the formula (7a) and stirring the mixture at room temperature in the presence of an inorganic metal salt, in particular a metal halide, of a polyvalent metal or atomic weight 26 to 66, for example zinc chloride, calcium chloride, aluminium chloride, iron chloride, cobalt chloride or copper dichloride, preferably for 2 to 6 hours. The compound of the formula (5a) is then added and, after addition of acetic anhydride, the reaction mixture is heated at 30° to 60° C., preferably for 1 to 3 hours. The pH is then adjusted to 7.5 to 9 for example with an alkali metal hydroxide or aqueous ammonia. The precipitated 4-azaphthalide compound of the formula (1a) is isolated and, if necessary, recrystallised.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04587539
Quelldatensatzuspto-grants-1986_05
ORD IDord-d0e8178ae6be475bb5721a445bedd9ae
Quellennotizuspto-grants-1986_05